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Season 1 – Jack & Jill

Play trailer Poster for Season 1 – Jack & Jill Sep 1999 Drama Romance Comedy Play Trailer Watchlist
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Jilted at the altar and sick of pleasing everybody but herself, Jacqueline "Jack" Barrett moves in with a dancer in New York, finds a job interning at a news station and inadvertently steals her office mate's boyfriend. Or not. David "Jill" Jillefsky is a toy designer who's conflicted about taking the next step with his longtime girlfriend when he meets Jack moving into his apartment building. Jack and Jill become romantically involved as they both face major obstacles in their current relationships.
Jack & Jill — Season 1

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Cast & Crew

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Amanda Peet

Jacqueline "Jack" Barrett

Ivan Sergei

David "Jill" Jillefsky

Jaime Pressly

Audrey Griffin

Justin Kirk

Bartholomew "Bartow" Zane

Simon Rex

Mikey Russo

Sarah Paulson

Elisa Cronkite

Episodes

Episode 1 Aired Sep 26, 1999 Pilot A young woman (Amanda Peet) moves to New York City and hits it off with a toy designer (Ivan Sergei) living upstairs. Details Episode 2 Aired Oct 3, 1999 The Awful Truth Jill and Elisa move in together; Jack's ex-fiance seeks reconciliation; a toy prototype's disappearance puts Jill's job on the line. Details Episode 3 Aired Oct 17, 1999 Welcome to the Working Week The head of the toy company (Bill Macy) expresses interest in one of Jill's designs; Jack investigates sanitary conditions in top restaurants. Details Episode 4 Aired Oct 10, 1999 Moving On Audrey convinces Jack to forget about her ex-fiance and find a one-night stand at a party Jill and the guys are throwing. Details Episode 5 Aired Oct 24, 1999 Not Just a River in Egypt An encounter with an old classmate leaves Jill hopelessly infatuated; Jack and Elisa are assigned to work together; Audrey gets a solo. Details Episode 6 Aired Nov 7, 1999 She Ain't Heavy Jill freaks out when his 17-year-old sister goes to clubs with Mikey; Jack is moved by the romance of an octogenarian wedding. Details Episode 7 Aired Nov 14, 1999 Fear and Loathing in Gotham While Jill awaits his first date with Jack, she works late with a new reporter; Barto's grades slip when he can't get Audrey out of his mind. Details Episode 8 Aired Nov 21, 1999 Men Will Be Boys Jill challenges a co-worker to a boxing match and is distracted by Jack's burgeoning relationship with a reporter; Elisa is intrigued by a mystery man. Details Episode 9 Aired Dec 19, 1999 Pseudos, Sex and Sidebars Jack feels ready for a committed relationship with Matt; Jill is sued for stealing another man's wife; Elisa is preoccupied by a mystery man. Details Episode 10 Aired Jan 9, 2000 To Be Perfectly Honest Jill finds Matt in a compromising situation; Jill's friends have mixed reactions to his new girlfriend. Details Episode 11 Aired Jan 16, 2000 Bad Timing and Dirty Laundry Jack and Jill spend a Saturday night trapped in the laundry room; Audrey goes to dinner with Barto's haughty parents; Elisa meets her mystery man. Details Episode 12 Aired Jan 23, 2000 When You Wish Upon a Car An ice-cream man grants Jill his fondest wish; Jack moonlights with Mikey at the bar; Elisa's newfound relationship takes a mysterious turn. Details Episode 13 Aired Feb 6, 2000 Animal Planet Jill finally confesses his feelings to Jack, but she is torn between Jill and her boyfriend; Mikey tries to prove that he is capable of commitment. Details Episode 14 Aired Feb 13, 2000 Animal Planet With the pressure of St. Valentine's Day, the friends begin to perceive weirdness in their relationships. Details Episode 15 Aired Feb 20, 2000 The ... Future An unemployed Jill freaks out about his future; Jack feels awkward about Elisa sleeping on her sofa; Mikey falls for a woman who only wants a fling. Details Episode 16 Aired Feb 27, 2000 Under Pressure Elisa becomes friends with one of Mikey's dates (Elizabeth Berkley); Jack and Jill face an awkward misunderstanding. Details Episode 17 Aired Mar 5, 2000 Lovers and Other Strangers Jill photographs Jack in the nude for an art assignment; Barto considers leaving medical work after he fails to save a stranger's life. Details Episode 18 Aired Mar 12, 2000 A Key Exchange When Jack and Jill exchange keys, she can't resist the temptation to snoop in his apartment; Audrey and Barto question their future together. Details Episode 19 Aired Mar 19, 2000 Starstruck Jack and Jill decide to live together for the summer while Audrey and Barto are away; Mikey moves in on a famous actress (Rebecca Romijn-Stamos). Details
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Jack & Jill — Season 1

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Season Info

Director
Mel Damski, Stephen Cragg, David Petrarca, James Frawley, Kristoffer Tabori, Bruce Seth Green, Sandy Smolan, Alan Myerson, Dennie Gordon, John Whitesell
Executive Producer
Mark Canton, Randi Mayem Singer
Screenwriter
Randi Mayem Singer, Sandy Isaac, Becky Hartman Edwards, Rina Mimoun, Ed Redlich, Tim Davis, Remi Aubuchon, Peter Saisselin
Network
The WB
Rating
TV-14 (D|S|L)
Genre
Drama, Romance, Comedy
Original Language
English
Release Date
Sep 26, 1999